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Jun 5 all-day Portland Paddle
Start times vary (9:30 AM, 1 PM, etc.) – please book directly online with Portland Paddle! Paddle a Route Rich with History A 3-HOUR GUIDED SEA KAYAK TOUR WITH A VISIT TO PORTLAND’S LEGENDARY FORT[...]
Jun 5 all-day Portland Old Port
Tour is usually 3 hours. Start times is usually 10:30 am. May include additional 11am or 3pm start times on select days. Book direct times online on MDV’s website! A leisurely-paced walking tour that carves[...]
Jun 5 @ 10:00 am – 12:00 pm Portland Old Port
Curious about Portland’s history with railroads, fires, wars, the underground railroad, famous poets and Hollywood producers? Join us on this walking tour through time! Celebrating 200+ years of history in Portland, Maine 2020 marks the[...]
Jun 5 @ 11:00 am – 8:00 pm BISSELL BROTHERS
We have cornhole boards set up in our taproom each Monday for some good old fashioned bag tossin’. Winning teams stay on as long as they keep winning – and feel free to bring your[...]
Jun 5 @ 11:30 am – 11:00 pm Mellen Street Market
Mellen Street Market’s bardega offers rotating dine-in food specials as well as can + shot combo. Open every day until 11PM. Find the current menu here.
Jun 5 @ 2:00 pm – 5:00 pm Wilson County Barbecue
This pit-smoked whole hog barbecue joint in Portland’s Bayside offers happy hour Monday- Friday 2pm-5pm. Includes 1/2 off snacks, $5 wine, & $5 $5 Mango Habenero IPA & Piggy Back IPA
Jun 5 @ 3:00 pm – Jun 6 @ 5:00 am Amigos Mexican Restaurant
FREE Games at Amigos Amigos Mexican Restaurant and Bar, 9 Dana St, Portland, ME 04101, USA Join us for FREE games all day, every Monday!
Jun 5 @ 3:00 pm – 5:00 pm Boone's Fish House & Oyster Room
Boone’s Fish House & Oyster Room: You can get happy hour Sunday – Thursday from 3pm until 5pm at this lively seafood restaurant located on the waterfront.
Jun 5 @ 3:00 pm – 7:00 pm Dock Fore
What’s better than one happy hour? How about TWO happy hours! Yep, that’s right at Dock Fore happy hour is two times a day, every day.  3pm-7pm: $1.95 Pints of Bud, Bud Light, High Life[...]
Jun 5 @ 3:00 pm – 6:00 pm Otto
Happy Hour Alert⁠ ⁠ Get a $1 slice of pizza with the purchase of any beer, wine or cocktail at OTTO!⁠ Available Monday through Thursday from 3PM – 6PM at the following locations:⁠ ⁠ 225[...]
Jun 5 @ 3:00 pm – 5:00 pm Ri Ra
Portland’s Irish pub has Happy Hour at the bar Sunday – Thursday 3 pm – 5 pm. Includes deals on bar bites, house wines and well drinks. View menu here.
Jun 5 @ 3:00 pm – 6:00 pm East Ender
Hello folks! We are very excited to announce a special party to liven up your weekend or to make your visit to Middle Street a great one! Daily from 3 to 6pm in the Hideaway[...]
Jun 5 @ 3:30 pm – 5:00 pm Dok Mali
Join us for Happy Hour from 3:30pm-5pm starting today!
Jun 5 @ 3:30 pm – 5:00 pm The Brackett Memorial Church

The Food Bank is open Mondays, 3:30-5PM. The mission is to provide food assistance to Island neighbors in need, supported by many different individuals and organizations from Peaks Island. If you would like to drop-off[...]
Jun 5 @ 4:00 pm – 5:00 pm Eastern Cemetery
If you’re looking to learn more about the history of Portland, or have a love for all things spooky, Spirits Alive Eastern Cemetery tours begin this Memorial Day and run through Labor Day, October 16.[...]
Jun 5 @ 4:00 pm – 7:00 pm C2 Congress Squared
Portland’s Best Happy Hour is back! Featuring $5 bar bites, local draft beer, and handcrafted signature cocktails, join us on the first floor.   Seen here: soft pretzels with house beer cheese dipping sauce  
Jun 5 @ 4:00 pm – 6:00 pm Paper Tiger
$2 off Draught Beers –       $2 off Wine by the Glass –       $7 in Heaven (Classic Cocktails for $7) – Old Fashioned, Gimlet, Daiquiri
Jun 5 @ 4:00 pm – 6:00 pm The Danforth
The Danforth: Join them for an early evening visit or for a late night toast. The Danforth, has happy hour daily from 4-6pm and 1opm-1am. ⁠Includes deals on classic cocktails, beer, wine bottles, and snacks.[...]
Jun 5 @ 4:00 pm – 6:00 pm The Grill Room
Come on over to The Grill Room & Bar daily from 4pm-6pm to enjoy our $3 select draft beers, as well as select wines and snacks. See you soon!
Jun 5 @ 4:00 pm – 6:00 pm The Honey Paw
The Honey Paw: A non-denominational noodle bar owned and operated by Big Tree Hospitality, The Honey Paw team is currently running happy hour Monday – Friday 4pm-6pm. Enjoy food specials such as Napa Kimchi, fried[...]
Jun 5 @ 4:00 pm – 6:00 pm Three Dollar Dewey's
The best part of every happy hour are the happy hour deals – we’re talking drinks and snacks galore! At Dewey’s Happy Hour enjoy Drink Specials including: $3 Shipyard Discovery, $4 Narragansett, $5 Well Drinks,[...]
Jun 5 @ 4:00 pm – 6:00 pm INKWELL Lounge
Currently featuring $2 Maine Oysters, $5 Local Drafts, $5 Rotating Bottles/Cans and $10 Rose by The Glass
Jun 5 @ 4:00 pm – 6:00 pm El Rayo
Happy Hour runs Monday-Friday 4-6pm. $7.50 House Margs + $2.50 Tecate, Corona, & Pacifico Beers
Jun 5 @ 4:00 pm – 7:00 pm Lazzari
Happy Hour specials are in full effect Monday-Friday from 4pm-7pm & include $6 Aperol Spritz, $6 House Prosecco, $6 Select Maine Crafts, & $6 House Wines.
Jun 5 @ 4:00 pm – 6:00 pm Liquid Riot Bottling Co.
Liquid Riot Bottling Co. Happy hour runs Sunday-Friday from 4pm – 6pm. Includes discounts on bar bites and cocktails. View current menu.
Jun 5 @ 4:00 pm – 9:00 pm Shay's Bar & Grill
Mondays at Shays Grill Pub get $2 PBR Pounders from 4-9PM!
Jun 5 @ 4:30 pm – 6:00 pm Petite Jacqueline
Join us for happy hour at our patio and bar 4:30pm  to 6:00 (Weds-Fri & Sun-Mon)
Jun 5 @ 5:00 pm – 8:00 pm The Porthole
Monday, May 29 will be the first “Acoustic Monday,” starting at 1 PM for the holiday. Kris Hype and Andi Fawcett will be on rotation every Monday throughout the summer, 5 PM – 8 PM.
Jun 5 @ 5:00 pm – 6:00 pm Roma Cafe
Happy Hour includes $10 cocktails, $9 Aperol Sprits, and $7 house wine
Jun 5 @ 5:00 pm – 7:00 pm Alto Terrace Bar + Kitchen
Portland’s newest boutique hotel bar and lounge is offering happy hour Monday – Thursday 5 PM – 7 PM.